Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 5

270 experiences to discover

Air & Helicopter Tours City & Sightseeing Tours Cruises & Sailing Tours Cultural & Theme Tours Day Trips & Excursions Multi-Day & Extended Tours Private & Custom Tours Shopping & Fashion Tours Walking & Biking Tours

Explore the best sightseeing tours & cruises tours and activities in Chicago. Our unbiased ratings help you find the perfect experiences for your trip.

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4.57

Chicago Architecture, Art and History Tour

From $95

1 provider live

Explore iconic Chicago buildings

Amazing experience for architecture lovers

4.57

Chicago City Tour Sedan 4 hr

From $640

1 provider live

Explore Chicago in style

50 miles in downtown

4.57

Chicago Tall Ship Sail on Lake Michigan

From $115

1 provider live

Sail on a majestic tall ship

Government Fees

4.57

Chicago Walking Tour of Pullman Historic District

From $223

1 provider live

Explore a National Monument

Bottled water

4.57

Chicago to Milwaukee Biking Tour

From $349

1 provider live

Explore the scenic route from Chicago to Milwaukee

Route planning and safety vehicle

4.57

Chicago River Brunch Cruise

From $164

1 provider live

Savor a delicious plated brunch

Delicious plated brunch with freshly prepared entrees, salads, and desserts

4.57

Chicago Family Odyssey Tour

From $665

1 provider live

Embark on a private family adventure

Professional local guide services

4.57

Chicago Art History Walking Tour

From $45

1 provider live

Explore vibrant street art

Bottled water

4.57

Chicago Private Sightseeing Limousine Transfer 4 Hr

From $800

1 provider live

Explore Chicago in style

4 hours of service

4.57

Chicago Art Deco Architecture Tour

From $67

1 provider live

Explore iconic Art Deco skyscrapers

Iconic places for photoshoot

4.57

Chicago Riverwalk & Millennium Park Audio Tour

From $25

1 provider live

Explore Millennium Park at your own pace

Text transcripts of audio narration

4.57

Chicago LGBTQ+ History Bus Tour

$43-$50

2 providers combined

Uncover Chicago's LGBTQ+ history

Private transportation